From Vineyards to Waves
Western Slovenia, Istria & Trieste — 9-Day Boutique Adventure
Discover the remarkable diversity where Alpine landscapes meet the Adriatic coast. This thoughtfully curated small-group journey blends scenic hiking, cultural discovery, and exceptional regional gastronomy across Slovenia, Italy, and Croatia.
Walk panoramic karst ridges, explore UNESCO-listed caves, cycle coastal heritage trails, and experience truffle hunting in Istria. From vineyard villages to Mediterranean towns, each day reveals a distinct character shaped by history, cuisine, and landscape.
Handpicked boutique accommodations, curated dining experiences, and seamless private transportation ensure comfort and refinement throughout the journey.
from € 4.510 / traveler
Book an experienceIs This Trip Right for You?
Ideal for travelers who:
- Enjoy combining nature, food, and culture
- Appreciate wine regions and coastal heritage
- Prefer boutique accommodations
- Seek active exploration without extreme difficulty
- Value authentic regional gastronomy
Less suitable for travelers who:
- Prefer fully coach-based touring
- Have difficulty walking on natural terrain
- Seek high-adrenaline adventure travel
Guides maintain flexibility and support throughout the journey.
Itinerary highlights
- Scenic hiking in the Vipava Valley and Karst landscapes
- UNESCO-listed Škocjan Caves exploration
- Boutique winery tastings
- Walking coastal cliffs near Trieste
- Cycling the historic Parenzana trail
- Authentic truffle hunting experience
- Roman heritage exploration in Pula
- Boat excursion along the Adriatic islands
- Michelin-level regional dining
- Handpicked boutique accommodations
- Private transportation throughout
Day 1 — Arrival in Ljubljana
Welcome to Slovenia’s vibrant capital. After settling into your five-star hotel, explore the Old Town’s architectural highlights, including the Triple Bridge, Ljubljana Castle, and the lively central market.
Enjoy your first culinary introduction to the country with dinner showcasing flavors from across Slovenia’s regions.
Overnight: Grand Plaza Ljubljana
Day 2 — Vipava Valley Hiking & Wine Country
Travel to the scenic Vipava Valley for a moderate guided hike along karst ridges toward the iconic Otlica Window or nearby viewpoints. The walk offers sweeping views over vineyards and valleys.
A picnic lunch is served at a panoramic location before checking into your boutique countryside accommodation. Dinner features seasonal regional cuisine crafted from local harvests.
Overnight: Aldila Art Hotel / Dvorec Vipolže / Hotel Gredič
Day 3 — Karst Wonders & Wine Discovery
Explore the UNESCO-listed Škocjan Caves, home to one of the world’s largest underground canyons. Continue to the historic Lipica Stud Farm to discover the legacy of the Lipizzaner horses.
The afternoon includes a boutique winery tasting, followed by dinner highlighting rustic Karst traditions and regional vineyard flavors.
Overnight: Aldila Art Hotel / Dvorec Vipolže / Hotel Gredič
Day 4 — Adriatic Cliffs & Trieste
Cross into Italy and walk the scenic Rilke Trail along dramatic coastal cliffs toward Duino Castle. Enjoy a picnic overlooking the Gulf of Trieste before exploring the elegant squares and cafés of Trieste.
Continue to Slovenia’s Adriatic coast for an evening immersed in Mediterranean atmosphere and seafood cuisine.
Overnight: Hotel Piran / Art Hotel Tartini
Day 5 — Piran & Coastal Cycling
Discover the Venetian-era town of Piran before cycling an easy section of the historic Parenzana route toward Koper. The ride is relaxed and scenic, passing salt pans and coastal landscapes.
After a picnic stop, the afternoon is free for swimming or relaxation. Dinner celebrates rustic coastal gastronomy.
Overnight: Hotel Piran / Art Hotel Tartini
Day 6 — Truffle Hunting & Rovinj
Journey into Istria to explore hilltop Motovun. Join an authentic truffle hunt led by local experts, followed by a themed tasting lunch.
Continue to Rovinj for time to explore cobbled streets and seaside views before dinner featuring regional specialties.
Overnight: Hotel Angelo d’Oro / Hotel Adriatic
Day 7 — Roman Heritage & Adriatic Cruise
Visit historic Pula to explore its remarkably preserved Roman amphitheater and lively old town. Later, board a boat excursion through Rovinj’s island archipelago, with time for swimming or exploring secluded coves.
Dinner showcases refined Mediterranean gastronomy in a celebrated dining setting.
Overnight: Hotel Angelo d’Oro / Hotel Adriatic
Day 8 — Waterfall Hiking & Return to Ljubljana
A final guided hike follows forest trails near Buzet along the famed Seven Waterfalls route or dramatic karst viewpoints. A picnic lunch provides a scenic pause before returning to Ljubljana.
Celebrate the journey with a farewell dinner in the historic center.
Overnight: Grand Plaza Ljubljana
Day 9 — Departure
Breakfast followed by private transfer to the airport.
Departures & Prices
| Guests | Price |
|---|---|
| 4 | € 5.300 |
| 5 | € 4.950 |
| 6 | € 5.200 |
| 7-8 | € 5.100 |
| 9 | € 4.800 |
| 10-12 | € 4.600 |
| Guests | Price |
|---|---|
| 4 | € 5.600 |
| 5 | € 5.250 |
| 6 | € 5.550 |
| 7-8 | € 5.400 |
| 9 | € 5.100 |
| 10-12 | € 4.900 |
| Guests | Price |
|---|---|
| 4 | € 5.600 |
| 5 | € 5.250 |
| 6 | € 5.550 |
| 7-8 | € 5.400 |
| 9 | € 5.100 |
| 10-12 | € 4.900 |
| Guests | Price |
|---|---|
| 4 | € 5.600 |
| 5 | € 5.250 |
| 6 | € 5.550 |
| 7-8 | € 5.400 |
| 9 | € 5.100 |
| 10-12 | € 4.900 |
| Guests | Price |
|---|---|
| 4 | € 5.300 |
| 5 | € 4.950 |
| 6 | € 5.200 |
| 7-8 | € 5.100 |
| 9 | € 4.800 |
| 10-12 | € 4.600 |
Single Supplement: € 1.690 per person
Pricing Note: To ensure comfort and safety on scenic transfers, groups of 6–8 guests travel by private minibus with professional driver rather than a van. This enhanced service affects the tour price structure.
Pricing Information
All prices are quoted per person based on double occupancy and include accommodation in 4★–5★ hotels, meals as outlined, private transportation, guided activities, entrance fees, and listed experiences.
Pricing is structured according to group size and transport logistics. Smaller groups travel by premium van, while medium-sized groups are accommodated in a private minibus with professional driver to ensure comfort on longer alpine transfers.
Final pricing may vary slightly depending on seasonal hotel availability and confirmation of service providers.
A single supplement applies for guests requesting private room occupancy.
Your Journey, Thoughtfully Designed
Accommodation & Dining
Each property and restaurant is hand-selected for its exceptional standards, distinctive character, and service excellence. Should any refinement be required, we will seamlessly secure accommodation of equal or greater quality and ensure an equally elevated dining experience.
Graceful Flexibility
Travel has its own rhythm, and we design each journey with care and adaptability in mind. On rare occasions, subtle refinements may be made to enhance your experience — always seamlessly and with your comfort at heart.
Personally Managed Details
From reservations to special requests, every detail is handled with close attention and personal oversight, so you can simply relax and enjoy Slovenia at its finest.
Q&A
Curious about what’s included in our offer, the price, and what to pack for your adventure? Here are the answers to the most frequently asked questions:
The trails are easy to moderately challenging – we walk 10-15 km (6-9 miles) daily (or every other day, depending on the program) with culinary breaks for wine tasting and local delicacies. The pace is relaxed.
You’ll stay in carefully selected local accommodations with an authentic atmosphere – boutique hotels or mountain huts.
You’ll have a chance to enjoy local specialties and freshly prepared dishes from the regional cuisine.
Yes, please inform us of any allergies, special dietary needs, or preferences when booking, and we’ll do our best to accommodate you.
No. For longer tours, we handle the transport of your luggage between accommodations, so you only need to carry a backpack. If you're on a longer trek, you’ll carry a multi-day hiking backpack.
Yes, all hikes are led by experienced local guides.
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